Vacation rentals in Timberville

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Top-rated vacation rentals in Timberville

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Top guest favorite

A large green field is framed by mature trees under a partly cloudy sky. In the distance, a rustic building is visible, surrounded by lush greenery, with a gravel road leading toward it from the foreground.

Guesthouse in Mount Jackson

4.98 out of 5 average rating, 448 reviews

The Hay Loft

The Hay Loft sits in the middle of 43 beautiful acres, overlooking our working hay farm with stunning views of the Shenandoah Mountains. We are conveniently located near restaurants, vineyards, antiquing, battlefields, golf resorts, ski resorts and caverns. Spacious rustic/luxe suite w/gas fireplace; king bed and bathroom with tiled shower, Keurig coffee maker, microwave, toaster oven, small refrigerator, no freezer, dishes and and outdoor gas grill and indoor gas fireplace. Outdoor firepit.

Top guest favorite

A living area features a floral sofa accented by decorative cushions, set against a large area rug with intricate patterns. A wooden desk with a clock is positioned nearby, while light walls and a warm wood floor create a cozy ambiance. Multiple doors lead to other rooms.

Guest suite in Broadway

4.96 out of 5 average rating, 149 reviews

In-law Suite, Nicely Furnished (Includes Garage)

Our home is set on a hill on the edge of the small town of Broadway rated recently the safest town in the state of VA. Four mountain ranges are visible from our elevated property; it also borders a farm so you might observe cattle grazing. The Shenandoah Valley offers great gravel, road and MTB trails - and a vast network of hiking trails. Rosemary, a licensed aesthetician and licensed massage therapist, also offers spa services for a wonderfully restorative visit. Welcome to our peaceful space.

Guest favorite

The charming cottage is nestled on a grassy area, framed by trees. A welcoming front porch and steps lead to the entrance. Two outdoor firepits can be seen nearby, providing cozy spots for gatherings under the evening sky.

Cottage in Mount Jackson

4.92 out of 5 average rating, 113 reviews

Hot Tub!, 2 Fire Pits, Huge Deck, Private orchard!

The home is an adorable cottage perfect for both a romantic getaway or a family/friends retreat. Enjoy views of the small orchard on the 3 acre wooded property from the large deck and two firepits. The Orchard Cottage is a great base to explore local wineries, hiking, and nearby Bryce Resort. Conveniently located 2 hrs from DC, 45 minutes from Harrisonburg, and only 12 minutes from Bayse/Bryce Ski Resort. Only a 15 min drive to I-81 to conveniently access all the Shenandoah Valley has to offer

Top guest favorite

The living area features a light wood floor with a colorful area rug. A blue armchair and a patterned sofa provide comfortable seating. A dining table with black chairs stands nearby, and a small bookshelf holds various games and books. Sliding glass doors offer access to the patio.

Apartment in Broadway

4.99 out of 5 average rating, 260 reviews

Shenandoah Valley apartment with view

Looking to visit the beautiful Shenandoah Valley for a weekend or extended stay? This spacious two bedroom apartment in the small town of Broadway, VA is well stocked for your stay and offers stunning views. You will be 10 miles from Harrisonburg - home of EMU, JMU and many dining options- and close to Shenandoah National Park, hiking trails, five local caverns, vineyards and cideries, and other popular destinations. Toys, games, and books available to keep the whole family entertained!

Top guest favorite

The exterior view of the cottage features a walkway leading to a white door, flanked by climbing roses and hanging flower pots. A small outdoor table and chairs are set on the gravel, inviting guests to enjoy the pleasant surroundings.

Guesthouse in New Market

4.98 out of 5 average rating, 464 reviews

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

Top guest favorite

Farm stay in Broadway

4.97 out of 5 average rating, 413 reviews

Historic Springhouse Cottage @ Janney Family Farm.

Farm Stay, escape to the country. Updated historic cottage is in a quiet country setting in the heart of the Shenandoah Valley, rural yet not remote. Enjoy a time of peaceful renewal. Relax overlooking the pastures and beautiful garden common space in the backyard retreat including a hot tub. Studio apartment with queen bed and additional futon sofa. Kitchenette is equipped with refrigerator, microwave, coffeemaker and dishes. Breakfast includes muffins, granola, and coffee.

Superhost

Cabin in New Market

4.88 out of 5 average rating, 234 reviews

BlackPearl• Secluded Nature Retreat with HotTub

Nature mornings, crackling fires, and starry skies. A peaceful base for adventures. This gem offers: -Private hot tub surrounded by peaceful trees - BBQ - Secluded Cabin -Cozy fire pit with Adirondack chairs, perfect for sharing stories -Fully equipped kitchen + outdoor charcoal grill for home-cooked meals - Sip coffee on the deck w/ crisp air and birdsong, - Perfect for couples or small groups or anyone seeking peace. Reserve your getaway today this gem is booked fast!

Guest favorite

A modern living area features a sleek brown sofa adorned with green and cream pillows. Light wood flooring complements the minimalist decor, while a round table with chairs is positioned nearby. The kitchen is visible in the background, showcasing clean lines and bright surroundings.

Cottage in Timberville

4.94 out of 5 average rating, 301 reviews

Raven Ridge Retreat: Romantic Orchard Getaway

Raven Ridge Retreat sits amidst our Granny Smith & Gala Apple Trees at Showalter's Orchard, home of Old Hill Cidery. This light-filled, recently-constructed cottage highlights extraordinary views of The Massanutten and the Blue Ridge Mountains, the Shenandoah Valley, rows and rows of apple trees, and abundant wildlife. This two-story, romantic farm stay is base for all your area adventures like hiking in Shenandoah National Park or exploring The Shenandoah Spirits Trail.

Guest favorite

The exterior of a historic building is shown, featuring a bay window and multiple vertical windows framed with black shutters. A gently curved pathway leads to the entrance, which is flanked by lantern-style lights and surrounded by neatly trimmed bushes and a low fence.

Loft in New Market

4.9 out of 5 average rating, 234 reviews

Historic Downtown Loft

Enjoy the heart of Downtown New Market in a freshly renovated space. Jon Henry General Store returned the property's to its original hospitality use, as it was the Weaver Hotel until the 1950s. Be in the heart of the Shenandoah Valley with quick access to Shenandoah National Park, Luray Caverns, and other historical sites. This fully private loft is conveniently located on the major crossroads of RT 11, Rt 41 and Rt 211, Interstate 81 with private off street parking.

Top guest favorite

The historic gristmill is illuminated at dusk, reflecting warmly in the creek. The multi-level structure features wooden accents and is surrounded by greenery. A sense of tranquility is enhanced by the soft lights that decorate the exterior, highlighting the mill's charm.

Place to stay in Quicksburg

4.99 out of 5 average rating, 500 reviews

Grist Mill Cabin - Hot tub! Waterwheel! Creek!

Hot tub AND the waterwheel turns! Cozy romantic couple's getaway repurposed from an historic 18th century gristmill. Great for college parents weekend. Perfect for a honeymoon or babymoon! Covered deck overlooks the picturesque mill, providing relaxing sounds from the creek and waterwheel. The "ghost village" of Moore's Store is now surrounded by orchards and farms. Private yet convenient to wineries, breweries, ski resorts, hiking, caverns and rope adventures.

Top guest favorite

An outdoor dining area features a large wooden table surrounded by several wicker chairs, positioned on a spacious deck. Lush green mountains and a cloudy sky make up the scenic background, enhancing the natural feel of the setting.

Cabin in Broadway

4.96 out of 5 average rating, 193 reviews

End of the Road Retreat - SLIDE - Shuffleboard!

Enjoy a getaway in the woods in this newly renovated cabin. Enjoy a peaceful and relaxing vacation, or get adventurous and explore the great outdoors! Beautiful mountain view. Outdoor grill and well equipped indoor kitchen. Fire pit too! Outdoor dining table that slides open to a shuffleboard table. Big slide off the deck fun for all ages! Need space for more people that could be very close by? Check out our other listing called Fresh Air Mountain Retreat.

Guest favorite

An aerial view of the A-frame cabin nestled among dense trees showcases its distinct triangular roof and modern design. The surrounding landscape features a winding pathway leading to a cozy seating area, offering a serene ambiance amidst the natural setting.

Cabin in Luray

4.95 out of 5 average rating, 278 reviews

The Sparrow Luxury A-Frame w/Hot Tub in Shenandoah

Escape to The Sparrow, a newly built luxury A-Frame nestled in Virginia’s Shenandoah Valley, just a scenic drive from DC. This modern retreat features an African-inspired design, two bedrooms, a full kitchen, a fireplace, a private hot tub, a deck, a workspace, 4K TVs, and a PlayStation 5. Minutes from Luray Caverns, Skyline Drive, and Shenandoah National Park, it’s the perfect base for unforgettable adventure and relaxation.